Founding Technical Recruiter

Company: Pylon
Location: San Francisco
Posted on: April 2, 2026

Job Description:

Pylon is a Series B, AI-native B2B company building the next generation of customer support. Legacy platforms like Zendesk and Salesforce Service Cloud were built around tickets. Pylon is built around accounts, real-time collaboration, and AI-driven customer intelligence. This is a massive market with incumbents that weren’t built for AI-first workflows. Company Series B, $51M raised to date Backed by a16z, BCV, General Catalyst, Y Combinator 90 employees Office in San Francisco The Role As a founding technical recruiting hire, you'll play a mission-critical role in shaping our hiring strategy and scaling our technical and engineering teams. You'll work directly with founders and leadership to attract and close talent that will drive our growth. This role reports into Pree Senarathne, Chief of Staff at Pylon. This is a fully in-person role; we do not offer remote or hybrid options. What you will do Own the entire technical recruiting funnel from strategy to close with high visibility and direct impact on company growth Build scalable processes for hiring, onboarding, and retaining engineering talent from the ground up Think outside the box to engage with and close top talent in competitive markets Build and continuously improve scalable, high-performing recruiting processes from scratch Track and analyze recruiting metrics (time-to-fill, offer acceptance rates, pipeline health) to inform hiring strategies and drive continuous improvement What we are looking for 3 years of full-cycle recruiting experience at fast-paced, high-growth startups Proven success for sourcing and hiring across technical roles at B2B startups Ability to manage multiple searches and projects at once Attention to detail and excellent communication skills with a passion for delivering great candidate experience Experience with Ashby ATS and sourcing tools (e.g., Linkedin Recruiter) Benefits Fully covered medical, dental, and vision insurance for employees 401(k) retirement plan Commuter benefits Parental leave ? 14 company holidays unlimited PTO ? Annual offsite Lunch, dinner, and snacks at the office ? Fitness stipend

Keywords: Pylon, Cupertino , Founding Technical Recruiter, IT / Software / Systems , San Francisco, California